ChemicalBook CAS DataBase List (4-phenyl-1,3-thiazol-2-yl)methanol

(4-phenyl-1,3-thiazol-2-yl)methanol synthesis

6synthesis methods

Product Name:(4-phenyl-1,3-thiazol-2-yl)methanol
CAS Number:65384-99-8
Molecular formula:C10H9NOS
Molecular Weight:191.25

2-Thiazolemethanol, 4-phenyl-, 2-benzoate

110704-59-1
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65384-99-8
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Yield:65384-99-8 87%

Reaction Conditions:

with potassium hydroxide in ethanol at 20; for 1 h;Cooling with ice;

Steps:

47 EXAMPLE 47 (4-Phenylthiazol-2-yl)methanol

Potassium hydroxide (1.06 g, 18.84 mmol) was added to an ice cooled solution of benzoic acid (4-phenylthiazol-2-yl)methyl benzoate (3.71 g, 12.56 mmol) in EtOH (40 mL).
The reaction mixture was slowly warmed to room temperature and allowed to stir for 1 h.
The reaction mixture was concentrated under reduced pressure and then diluted with water.
The organic product was extracted with EtOAc, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure.
The crude product was purified by column chromatography (silica 60-120 mesh, eluant 10% EtOAc in petroleum ether) to get the pure (4-phenylthiazol-2-yl)methanol (2.1 g, yield 87%).
¹H NMR (400 MHz, CDCl₃) δ 7.89 - 7.87 (m, 2H), 7.46 - 7.41 (m, 3H), 7.37 - 7.33 (m, 1 H), 5.01 (s, 2H). MS (ESI) m/z: Calculated for C₁₀H₉NOS: 191.04; found: 192.2 (M+H)⁺.

References:

EP2533783,2015,B1 Location in patent:Paragraph 0459-0460